title: [Synthesis of phosphoceramide azidothymidine and phosphoceramide didehydrodeoxythymidine].
abstract: The synthesis of two novel lipophosphonucleoside potential antiviral agents, 2-stearoyl-rac-sphinganine-1-phosphoryl-5'-(3'-deoxy-3'-azido)thymidine and 2-stearoyl-rac-sphinganine-1-phosphoryl-5'-(2',3'-didehydro-2', 3'-dideoxy)thymidine, is reported. The phosphoester linkages between the primary hydroxyl group of rac-ceramide and the 5'-hydroxyl group of the corresponding 3'-deoxythymidine derivative were formed using either the H-phosphonate or the phosphite triester method. The H-phosphonate approach was shown to be the method of choice for the synthesis of ceramide phospho-3'-azidothymidine.
authors.forename: O V
authors.initials: OV
authors.lastname: Oskolkova
authors.forename: A V
authors.initials: AV
authors.lastname: Perepelov
authors.forename: D S
authors.initials: DS
authors.lastname: Esipov
authors.forename: A Iu
authors.initials: AIu
authors.lastname: Zamiatina
authors.forename: S G
authors.initials: SG
authors.lastname: Alekseeva
authors.forename: V I
authors.initials: VI
authors.lastname: Shvets
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002518:Ceramides / Q000138:chemical synthesis* / Q000737:chemistry; D054306:Dideoxynucleotides; D004951:Esterification; D009682:Magnetic Resonance Spectroscopy; D011355:Prodrugs; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015215:Zidovudine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D019380:Anti-HIV Agents; D002518:Ceramides; D054306:Dideoxynucleotides; D011355:Prodrugs; C110365:phosphoceramide azidothymidine; C110364:phosphoceramide didehydrodeoxythymidine; D015215:Zidovudine; D013936:Thymidine
vernacular_title: Sintez tseramidfosfoazidotimidina i tseramidfosfodidegidrodezoksitimidina.